Vacation packages
Stays
Cars
Flights
Support
AARP Member Savings
My Trips
AARP.org
Join
Renew
Entire home

Oak Street Cottages

2.5 star property
Cottage in Ashland with free parking

Choose dates to view prices

Oak Street Cottages provides amenities like a terrace and a garden. Guests can connect to free in-room WiFi.

Popular amenities

  • Kitchen
  • Pet friendly
  • Barbecue grill
  • Outdoor Space
  • Parking included
  • Free WiFi

Room options

Available filters for rooms
Showing 5 of 5 rooms

Sherwin Cottage

Highlights

Kitchen
2 bedrooms
2 bathrooms
Private bathroom
  • 2 bedrooms
  • Sleeps 11
  • 2 Queen Beds, 2 Twin Beds, 2 Twin Bunk Beds and 1 Twin Trundle Bed

Oak Lawn

Highlights

Kitchen
  • Sleeps 6
  • 2 Queen Beds and 1 Queen Sofa Bed

Oak Hideaway

Highlights

Kitchen
  • Sleeps 6
  • 2 Queen Beds and 1 Queen Sofa Bed

Oak Tower

Highlights

Kitchen
  • Sleeps 8
  • 1 Queen Bed, 2 Twin Beds, 2 Twin Sofa Beds and 1 Twin Trundle Bed

Oak Studio

Highlights

Kitchen
  • Sleeps 2
  • 1 Queen Bed

About the neighborhood

Map
171 Oak St, Ashland, OR, 97520

What's nearby

  • Lithia Park - 2 min walk - 0.1 miles
  • Allen Elizabethan Theatre - 2 min walk - 0.1 miles
  • Oregon Shakespeare Festival - 3 min walk - 0.2 miles
  • Oregon Cabaret Theatre - 5 min walk - 0.3 miles
  • Southern Oregon University - 20 min walk - 1.1 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 21 min drive

Restaurants

  • ‪Creekside Pizza Bistro - ‬3 min walk
  • ‪Mix Sweet Shop - ‬3 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬2 min walk
  • ‪Brickroom - ‬3 min walk
  • ‪Case Coffee Roasters - ‬3 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Oak Street Cottages

Cottage in Ashland with free parking
A garden, barbecue grills, and a picnic area are available at this cottage. Self parking is free. All 5 accommodations offer free WiFi and kitchens.
Oak Street Cottages offers 5 accommodations. This Ashland cottage provides complimentary wireless Internet access. Accommodations all include kitchens.

Similar properties

Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillowtop beds, individually decorated

The Peerless Hotel by WanderLodges

  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, 89 reviews
The Peerless Hotel by WanderLodges

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Free self parking on site

Bedrooms

  • Bedsheets provided

Bathroom

  • Towels provided

Outdoor areas

  • Barbecue grill
  • Garden
  • Picnic area
  • Terrace

Pets

  • Pet friendly
  • Fee: USD 50 per pet per stay
  • Service animals exempt from fees
  • Deposit: USD 50 per stay

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Iron/ironing board on request

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • 5 units
  • Garden

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: midnight
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

There is no front desk at this property

Pets

Pets allowed for an extra charge of USD 50 per pet, per stay, plus a deposit of USD 50.0 per stay
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Property payment types

Important information

Optional extras

  • Pet deposit: USD 50.0 per stay
  • Pet fee: USD 50 per pet, per stay
  • Service animals are exempt from fees
  • Housekeeping fee: USD 125 per stay

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

Property is also known as

Oak Street Cottages House Ashland
Oak Street Cottages Cottage
Oak Street Cottages Ashland
Oak Street Cottages Cottage Ashland
Oak Street Cottages House
Oak Street Cottages Ashland
Cottage Oak Street Cottages Ashland
Ashland Oak Street Cottages Cottage
Cottage Oak Street Cottages
Oak Cottages House Ashland

Frequently asked questions

Is Oak Street Cottages pet-friendly?

Yes, pets are allowed at this property. There's a deposit of USD 50.0 per stay and a fee of USD 50 per pet, per stay. Service animals are exempt from fees.

How much is parking at Oak Street Cottages?

Self parking is free at this property.

What time is check-in at Oak Street Cottages?

Check-in start time: 3:00 PM; Check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Oak Street Cottages?

Check-out is at 11:00 AM.

Where is Oak Street Cottages located?

Located in Historic Downtown District, this cottage is within a 5-minute walk of Ashland Creek, Allen Elizabethan Theatre, and Angus Bowmer Theatre. Lithia Park and Thomas Theatre are also within 5 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

  • † More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid

  • English Copyright 1995 – 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. Expedia pays a royalty fee to AARP for the use of AARP’s intellectual property. These fees are used for the general purpose of AARP. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia ®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP® Travel Center powered by Expedia® directly for full details. AARP and its affiliates are not insurers.